Postcard Southern Tuscany - Cycling Cortona, Montalcino, Siena - Classic Self Guided

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Description

Summary

Starts
Cortona
Duration
8 days
Difficulty
Hard

Description

Embark on an unforgettable 8-day journey through the heart of Tuscany, Italy. This multi-day tour offers a unique blend of history, culture, and natural beauty, taking you through ancient Etruscan cities, picturesque hill towns, and stunning landscapes. From the historic city of Cortona to the UNESCO World Heritage landscape of Val d'Orcia, you'll explore some of Italy's most iconic destinations. Savor the region's renowned wines, visit fascinating museums, and soak in the breathtaking views of the Tuscan countryside. Whether you're a history buff, a wine enthusiast, or a nature lover, this tour promises an enriching and immersive experience.

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Included

All breakfasts are included

See options for special dinners and meal activities below

vegetarian

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Includes

:

7 nights in 3- and 4-star lodgings

All breakfasts

Bike fitting and briefing in English by our professional staff at tour start

Access to smartphone app with tracks and digital roadbook

Luggage transfers

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Solo Traveler and Private Group departures

available please inquire.

Lodging Upgrade

: room upgrades are possible in some hotels - please inquire for prices and availability

Private transfers

(please inquire for price and availability)

Florence airport - Cortona

Siena - Florence airport

Extra nights

: If you'd like to add nights before or after the tour, please inquire - we will be happy to provide a quote and add the nights to your tour package.

Extra meals & activities: (please inquire for price and availability)

Cooking classes available in various tour locations! Organized by Le Cesarine, experts in Italian culinary experiences. You will be hosted by a local at their home - your "Cesarina" - in a class that lasts about three hours, during which you will help the Cesarina prepare three courses. In the fourth and final hour, you will enjoy the meal (lunch or dinner) which you prepared during the class. Water and one bottle of house wine for every 3 people are included.

Additional options available:

Wine Tasting in Montalcino

Guided visit of Siena

Bike Rental options:

We offer quality bikes in different styles, all great options for this bike tour. Our bikes are maintained and delivered in optimal working condition.

The prices below are per bike for the duration of the tour, including delivery to starting point in Cortona and collection from ending point in Siena.

Bike rental rates

Aluminum hybrid: €130

Premium Titanium road or hybrid: €170

E-bike (hybrid with straight handlebar): €255

Tandem: €295 (priced per bike, for 2 cyclists)

Tag-along or kid trailer: €80

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Navigation and roadbook:

On our self-guided tours, detailed tour information and route navigation tracks are provided through the free smartphone app Ride With GPS - our "digital roadbook" - which includes daily routes, maps, elevation profiles, and ride descriptions; schedules and hotel itinerary; cultural and sightseeing information, visit suggestions; emergency numbers and more, all stored in one organized, easy to use app. Downloading the app content also allows for offline mode navigation. Participants can also upload the routes to their own GPS device, and even print the detailed route notes before leaving home.

On our self-guided tours, GPS device rental, as well as a printed roadbook, are available at an optional extra fee:

GPS device rental: €50

Printed roadbook: €45 (second copy of printed roadbook €15)

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Luggage transfers

Luggage transfers are included in your package. The luggage is normally collected from 9.30am at the reception of the hotel and is delivered at the following hotel by 3pm. Please use the luggage tags provided by Cycle Europe on all your luggage being transferred. Please have your luggage ready before the driver comes to collect it, otherwise you may have to pay a local taxi for the service.

Please consider that the luggage is not insured during the transport. You need to have your own insurance. Do not leave valuables or fragile items in your luggage.

Normally, the luggage transport service cannot be used by participants to skip the cycling stage. In case you need help to skip the cycling stage, please contact our emergency number and we will arrange it for you.

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PLEASE NOTE :

The final itinerary, including hotels and/or activities described here, are subject to changes according to availability. City hotel taxes are not included.

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Map

Attractions

Parco Regionale del Lago Trasimeno, Magione, Perugia, Umbria, ItalyParco Regionale del Lago Trasimeno
Palazzo della Corgna
Basilica of Saint Margaret of Cortona
photo of The St. Catherine’s church a russian orthodox church in Pärnu, Estonia .Santuario di Santa Caterina
San Galgano Abbey.Abbey of San Galgano
Porta dei Pìspini, SienaPorta Pispini
Parterre
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
Facciatone, Siena, Tuscany, ItalyFacciatone
photo of Ancient Etruscan Gate of Volterra in Italy,hPerugia Italy.Etruscan Arch
Riserva Naturale Monte Rufeno

Daily Itinerary

Day 1

Day 1 – Day 1: Arrival in Cortona

  • Cortona - Arrival day
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  • Etruscan Arch
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Begin your journey in the enchanting hill town of Cortona, overlooking the Chiana River valley. Immerse yourself in the city's rich history, dating back to 600 BC, and explore its medieval character. Visit the Etruscan Museum to delve into the city's ancient past. Your accommodation for the night will be at Hotel S. Luca or a similar establishment.

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Day 2

Day 2 – Day 2: Cortona to Lake Trasimeno

  • Cortona
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  • Parco Regionale del Lago Trasimeno
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Today, you'll cycle to the shores of Lake Trasimeno, known for its historical significance. Enjoy a boat ride on the lake or simply soak in the serene surroundings. Return to Cortona through the picturesque Tuscan hills. Your accommodation will be at Hotel S. Luca or a similar establishment.

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Day 3

Day 3 – Day 3: Cortona to Montepulciano and Pienza

  • Cortona
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  • Parterre
  • Riserva Naturale Monte Rufeno
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Ride to Montepulciano, famous for its Vino Nobile, and explore the medieval streets of this charming village. After lunch, head to Pienza, one of the first planned Renaissance towns. Discover its architectural beauty and rich history. Your accommodation will be at Relais Il Chiostro di Pienza or a similar establishment.

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Day 4

Day 4 – Day 4: Exploring Val d'Orcia

Day 4: Exploring Val d'Orcia

  • Palazzo della Corgna
  • More

Today, you'll cycle through the heart of the Orcia Valley, a UNESCO World Heritage landscape. Experience the changing colors of the rounded hills and explore the medieval village of Monticchiello. Return to Pienza and sample local wines and cheeses. Your accommodation will be at Relais Il Chiostro di Pienza or a similar establishment.

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Day 5

Day 5 – Day 5: Pienza to Montalcino

Day 5: Pienza to Montalcino

  • Porta Pispini
  • More

Start your day with a ride through the picturesque Tuscan countryside, making your way to the historic wine town of Montalcino. Explore this fortified hilltop town, famous for its Brunello di Montalcino wine. Your accommodation for the night will be at Hotel dei Capitani or a similar establishment.

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Day 6

Day 6 – Day 6: Montalcino to San Quirico d'Orcia and Bagno Vignoni

Day 6: Montalcino to San Quirico d'Orcia and Bagno Vignoni

  • Santuario di Santa Caterina
  • Abbey of San Galgano
  • Facciatone
  • More

Today's route takes you to the historic Abbey of Sant Antimo, followed by a scenic ride to Castiglione d'Orcia. Visit the charming village of Bagno Vignoni and cycle through San Quirico d'Orcia, an important medieval town. Your accommodation will be at Hotel dei Capitani or a similar establishment.

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Day 7

Day 7 – Day 7: Montalcino to Siena

  • Siena
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  • Basilica of Saint Margaret of Cortona
  • Siena Cathedral
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Pedal to Siena, passing by the historic monastery of Monte Oliveto Maggiore and the eroded chalk hills of the Crete Senesi. Explore Siena, Italy's best-preserved medieval city, and step back in time as you wander through its ancient streets. Your accommodation will be at Hotel Il Chiostro del Carmine or a similar establishment.

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Day 8

Day 8 – Day 8: Departure from Siena

  • Siena - Departure day
  • More

Your Tuscan adventure concludes after breakfast. You may choose to extend your stay in Siena, a city worth exploring for another day or two. Alternatively, you can take a train to Florence or Rome for your onward journey.

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